(2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine

Base Information

• Chemical Name: (2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine
• CAS No.: 863392-59-0
• Molecular Formula: C₁₉H₂₂N₂O₄SSe
• Molecular Weight: 453.421
• Mol file: 863392-59-0.mol

Synonyms:(2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine

Chemical Property of (2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine

There total 5 articles about (2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

(2S,4R)-2-(carbamoyloxymethyl)-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine (863392-58-9) + diphenyl diselenide (1666-13-3) → (2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine (863392-59-0)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; ethanol; for 2h; Heating;

DOI:10.1016/j.tetlet.2005.06.025

Reference yield:

(2S,4R)-2-ethoxycarbonyl-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine (118329-81-0) → (2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine (863392-59-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 91 percent / NaBH₄; LiCl / tetrahydrofuran; ethanol / 3.5 h / 0 °C

2.1: CH₂Cl₂ / 2 h / 0 °C

2.2: 91 percent / K₂CO₃ / methanol / 4 h / 0 °C

3.1: 94 percent / NaBH₄ / tetrahydrofuran; ethanol / 2 h / Heating

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2005.06.025

Reference yield:

(2S,4R)-2-(hydroxymethyl)-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine (118329-82-1) → (2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine (863392-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₂Cl₂ / 2 h / 0 °C

1.2: 91 percent / K₂CO₃ / methanol / 4 h / 0 °C

2.1: 94 percent / NaBH₄ / tetrahydrofuran; ethanol / 2 h / Heating

With sodium tetrahydroborate; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2005.06.025

upstream raw materials:

(2S,4R)-2-(carbamoyloxymethyl)-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine

diphenyl diselenide

(2S,4R)-2-ethoxycarbonyl-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine

(2S,4R)-2-(hydroxymethyl)-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine

Downstream raw materials:

(2S,3S,4R)-2-hydroxymethyl-3,4-(oxazol-2-one)-1-(toluene-4-sulfonyl)pyrrolidine

(2S,3S,4R)-4-hydroxy-2,3-(oxazin-2-one)-1-(toluene-4-sulfonyl)pyrrolidine

(S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole